John the Houseboy By hermjohnson@comcast.net
This is my first story, I hope you enjoy it. It contains gay, bi, and hetero sex. If you're not old enough to read this type of material, please go away and come back when you're older. All rights reserved. Please don't repost without permission.
Chapter 5 - John's Day Out With Rachel
The next day was a Friday, so Randy was going to be gone at work all day again. Rachel, however, had other plans.
"Honey, I need some money to go shopping today. Also, I'd like to buy John some more outfits, OK?"
"That's fine honey. Just don't get too carried away." Randy opened his wallet and handed Rachel a wad of cash. "I'll try to be home by 4:00 or so, so try to be back by then."
"Of course," Rachel replied. "Thanks, honey! John - go wash up and put on your shirt and sandals. We're going out today! You need a new bathing suit, and some other clothes. I think we'll get you a jockstrap, too, so you can start using the exercise room."
John did as he was told, excited to spend the day with Rachel. He went down to his room in the basement, and took a quick shower. He much preferred the shower in the master bath; this shower had hardly any pressure, and there was little room for him to move around. He finished up, administered his daily enema, and dressed, this time in his little red shorts, a white tanktop, and the flip-flops.
He returned upstairs, where he found Rachel waiting in a short, yellow sun-dress that showed off her beautiful legs. As she leaned over to give him a peck on the cheek, it was clear that she wasn't wearing a bra. John blushed as she said, "You look cute today." His little dick started to firm up as she noticed his gaze down her dress. "Oooh. I think he sees something he likes!" She reached down and gave a quick pat on the little bulge forming in the shorts. He blushed again as she stood upright, and led him to the garage, where they took the Range Rover to town.
Their first stop was a woman's boutique, where Rachel tried on a number of dresses, coming out of the dressing room to model each one for John. John was waiting for her to try another one on when Rachel called out for him. "Come help me zip this one up, John." He went into the dressing room, where Rachel stood in a short but elegant black evening dress. He helped her zip it up, reveling in the smooth skin between her shoulder blades. She turned around and smiled at him, and they both stepped out of the dressing room to look at her in the full length mirror. A sales clerk was waiting for them.
"That dress looks wonderful on you, ma'am. Is there anything I can help you with?"
"Thank you. I've selected a few others, they're on the chair in the dressing room. Please ring them up for me."
"Right away, ma'am. Your son is a cute little helper, isn't he!"
John blushed, and Rachel replied. "Oh, he's not my son, he's my houseboy."
"A little young to be working on a school day, isn't he?" The clerk eyed John up and down, pausing for a moment to look at the bulge, or lack thereof, in his tight little shorts.
Rachel answered, "Oh. John is an adult. He's blessed with youthful looks." She smiled back at the clerk, who removed the clothes from the dressing room and walked to the front counter.
Rachel asked John to come help her out of the dress, and he happily obliged. They both went in to the dressing room, and John unzipped the dress. Rachel reached and pulled the dress off of her shoulders, and all the way down, revealing that, in addition to being braless, she wore no panties. She turned around, and John took in her beauty. His little dick sprang to full attention. She noticed, and smiled. "Go wait for me up front, John."
John felt a little bashful walking around with his little erection very apparent through his tight shorts, and walked to the front counter where the sales clerk was folding and wrapping the dresses that Rachel had selected. The clerk looked up as John approached, then looked down at John's crotch. "You are a good little helper, aren't you." She smiled at John, and John smiled back. Rachel returned with the final dress, and paid the clerk with some of the cash given to her by Randy. John carried the packages to the car, and off they drove.
The next stop was a swimsuit store. "They have a nice selection of bathing suits, here, John. I'd like to buy you a couple speedos, and some clothes for you to safely exercise in." They walked into the store, where he quickly saw that they had every type of suit for men, women, and children. They started in the men's selection, where Rachel went directly to the rack of tight fitting suits.
Rachel thumbed through the suits, selecting a couple bikini suits for John, and then found a thong suit that looked like it left very little to the imagination. She handed all three to John. They were all size S. The sales clerk, a short, bald, man, came over to them.
"Is there anything I can help you with, today?" He asked.
"Yes," Rachel replied. "We'd like a couple swimsuits and a jockstrap. Where can he try these on?"
"Right this way." John and Rachel followed the man to a row of small dressing rooms along the wall. They heard a bell ding as a couple of high-school aged boys walked in the store, and began browsing through the competitive men's suites. The clerk opened a door for John as he said, "Hi, fellas!" Turning to Rachel, he said, "These young men are the best two swimmers at the high school. They have a real shot at the state title this year!"
John entered the dressing room, and stripped down. He put on the first suit, a simple bikini suit with a type of Hawaiian print on them. John looked around, but couldn't find a mirror. "Come out and show me, John," Rachel called.
John opened the door, and walked out. She eyed him up and down, and said "turn around." John did as he was told. "They make your little tush look great, but they're too loose in the front. Sir, can you help us find something tighter?" As she said this, to John's great horror, she reached out and pulled out the front of the speedos, indicating that she'd like something a little more form-fitting for John's little genitals.
The clerk smiled, and said, "Of course. Let me see if we have this suit in the boy's section." Just then, one of the swimmers asked if he could try a suit on. The clerk let the high-schooler into the dressing room adjacent to Johns, and went to look for another suit for John.
Rachel handed him an adult-sized small Jockstrap, and told him to go try it on. "I want to make sure this fits before we buy it. Please put it on and come out so I can check."
John returned to his dressing room, and took off the shorts. He put on the black jock, and returned outside to a smiling Rachel.
"It look good. Does it fit?"
John shrugged his shoulders, and went to look in the mirror. The front of the jock was a bit loose against his crotch, so he looked at Rachel and said, "I don't know. I guess."
Just then, the swimmer walked out of the dressing room in his competitive swimsuit. John couldn't help but look at the boy while he checked himself in the mirror. The swimming had given the boy great muscle tone, and his shoulders were wide. What's more, the boy filled the Speedos well, his apparently large cock and balls supported nicely by the suit. The clerk came over and said, "they look great."
Rachel turned to the clerk and asked, "I want him to have a jockstrap for exercise. Does this one give him a safe amount of support?" They swimmer turned around and watched as the clerk knelt in front of John, and ran his finger underneath the mesh of the jockstrap, checking to see how tight it was. Then, the clerk smiled at John as he patted the front of the strap.
John heard the high-schooler snicker as the clerk replied, "No, ma'am. I'm afraid he's not ready to fill out an adult-size strap. I'll get him a boy's size jock as well." John blushed as the clerk handed him a couple small swimsuits.
John went back into the dressing room, and put on another swimsuit, and returned to show Rachel. Looking in the mirror, he saw that these boy's suits fitted him well. You could see the outline of his small package, and he could tell by her smile that Rachel was pleased. The clerk returned and said, "Oh. That fit is much better. This jockstrap should be perfect." John returned to the dressing room to try the strap on.
It was also a good fit - he looked down at himself, and saw that the jockstrap squished his genitals tight against his body - so tight, in fact, that it looked flat against him. He went back out to model the strap for Rachel, who smiled again. "Perfect," she said. "I don't want you hurting yourself in the exercise room."
John put his clothes back on, and they purchased the swimsuits and the jockstrap. John carried the bag out to the car, and they left.
"We have one more stop to make - I have an appointment to get a massage," Rachel announced. They drove across town and pulled in front of a non-descript building that contained various small offices. John followed Rachel inside, where they entered a door marked "Christine Jones, C.M.T." Inside the door was a small waiting room, where a short, thin woman was sitting at a desk.
"Rachel!" she exclaimed. "Right on time. Who's this young man?"
"This is my new houseboy, John. John, this is my therapist, Christine." Christine was short, just over 5 feet, but slender and was very pretty. She had perky, medium sized breasts, and short brown hair. She wore what appeared to be a robe. "I'd like for John to watch my session, so he can learn a little to give me massages between appointments."
"Of course," said Christine. "No problem at all. Follow me!" Christine led them through another door into a small room with a massage table in the center. "Now, let's get you undressed. John, would you give us a moment?"
"Oh, don't be silly," Rachel replied. "John can stay with us." Rachel sat down on a chair in the corner while Chritine helped remove Rachel's shoes. Then, Rachel stood up and pulled her dress over her head, revealing her naked body.
"Your tan looks wonderful, Rachel," Christine said. "Now, let's start face-down. Would you like a towel or a blanket today?"
"Oh, it's plenty warm in here. I'd like to remain uncovered today, please," Rachel replied. She climbed on to the table, resting her head on the face-rest at one end of the table.
"No problem," Rachel replied. She reached for a small bottle of oil, and began to rub it on Rachel's neck.
"You aren't going to be nude, as usual?" Rachel asked.
"I didn't want poor John here to be embarrassed. I can wear my robe today."
"Nonsense," said Rachel. "John's not bashful. In fact, if he's going to learn to give a massage as good as you, he will strip as well."
Christine shrugged her shoulders and unfastened her robe, and hung it on a hook on the door. Her small, pert breasts pointed slightly upward, with small pink nipples at each tip. She turned to look at John, revealing a cleanly-shaved pussy mound. John blushed and pulled off his shirt, and tossed it on the chair while kicking off his sandals. Then, he pulled down his shorts, revealing his small, hairless penis and scrotum. His penis was well on the way to getting hard.
"Goodness!" Christine exclaimed. "How old is he?"
"Oh, John's 24. He's blessed with the beauty of youth, though, wouldn't you say?"
"I'd say so, yes!" Christine said. "OK, let's get to work on you." She resumed rubbing Rachel's slender neck while John watched intently. She worked her way down to Rachel's upper back, explaining as she was going what John could do. "You should focus on long, gentle strokes. Leave the tough work for me. Here, give it a try." John mimicked the hand motions that Christine was making, and rubbed Rachel's back, working around the shoulder blades
Christine worked her way down to Rachel's lower back, working each of her muscle groups. "A lot of lower back pain is actually caused by tension in the glutes." With that, she began to knead at Rachel's gorgeous ass, rubbing each cheek from bottom to top, from the hips to the inside of the cheeks, causing small, quiet moans to escape from Rachel from time to time.
"Now, let's work on her hamstrings." Christine began rubbing the back of Rachel's thighs, her hand sometimes drifting all the way up between Rachel's legs. Rachel spread her legs a little bit, apparently wanting to provide Christine with a little better access. Christine chuckled. "Patience, dear."
She showed John how to work the thighs and calves, then spent a few minutes rubbing Rachel's feet. Rachel moaned and cooed, apparently enjoying having the stress worked out of her. When Christine was done with both feet, she told Rachel to turn over.
When she did, John noticed right away that Rachel's nipples were sticking straight out. For that matter, he looked down and noticed that his own little dick was pointing almost straight up. Christine continued to work on Rachel's lower body, working a bit more on the feet, and then up her legs. When she got to the thighs, she noticed again that Christine's hands would often gently brush up against Rachel's hairy mound, and Rachel's breathing quickened a bit. Christine seemed to ignore her as she went to work on the stomach, and then up to her chest.
Christine showed him how to rub the pectoral muscles at the top of each breast, and how to rub the front of the shoulders. Then, she began working her way back down Rachel's breast, stopping at the nipples.
She began to rub circles around each nipple, occasionally tweaking each of them, causing Rachel to let out a small gasp each time. "This is the most important part of a massage," she said. "Sexual release is the most relaxing thing we can do."
With that, she continued rubbing Rachel's nipples with one hand, and reached down between Rachel's legs with the other. With her forefinger extended, she began to rub around the entrance to Rachel's pussy. John quickly saw the finger start to glisten, and knew by the wonderful aroma in the air that Rachel was turned on.
Christine began to gently insert her finger into Rachel's pussy, rubbing the length of her fingers along the top of the opening to stimulate her clit. "Here, you try. I want you to be good at this."
John timidly stuck his finger into Rachel's pussy, and, without much finesse, began to slowly finger-fuck her.
"No, not like that," Christine huffed. "Make sure you're getting her clit." John adjusted his angle of approach a little bit, but apparently not enough. "Here, stand behind me." He pulled his finger out, and walked around and stood behind Christine. To his surprise, she grabbed his hand and led it to her own crotch. "Like this," she said, as he grabbed his hand and began to masturbate herself with it. John was sure she could feel his little hard- on poking her on the back, but she said nothing.
"Now, do to me what I do to her. I'll tell you if you're doing it right." She took her hand away from his, and he continued the same motion that she was doing, slowly inserting his finger up to the knuckle, making sure to apply some pressure to her now hard clit. Christine did the same to Rachel. Mimicking her movements, he used his other hand to start rubbing one of Christine's nipples, making circles around it, and pinching from time-to-time. Rachel began to move her hips a bit, so Christine inserted a second finger into Rachel's pussy. John did the same to Christine. They both picked up the pace, then Christine began to make quick circles around Rachel's clit. When John followed suit, both women moaned, and John instinctively began kissing the side of Christine's neck and rubbing her beautiful tits.
After a short while, Rachel let out a soft cry and spasmed a little bit, and John felt Christine's knees buckle a bit, both of them cumming one right the other. "Oh Christine," Rachel said. "That was wonderful, but I need more! Eat my pussy now!" Christine obliged her by leaning from the end of the table, and began to lap at Rachel's cunt. She licked her clit while simultaneously frigging her with two fingers. Not wanting to be left out, John began sucking on Rachel's soft breasts, sucking on one nipple while working the other with his fingers. It didn't take long for Rachel to cum again. This time she cried out loudly, and her whole body shuddered. She smiled and stood up, and embraced Christine in a hug, and kissed her deeply, their tongues dancing with one another.
With one quick motion, Rachel spun Christine around, and pushed her onto the massage table. "Make her cum again, John. Eat her pussy like you do mine." Happy to oblige, John leaned down and began the same routine that Christine had just performed on Rachel. He licked the smooth, hairless, pussy, and began licking at her clit while fucking her with one finger. Meanwhile, Rachel continued her deep, passionate kissing, and rotated between sucking Christine's breasts and kissing her. The attention proved quickly effective, and Christine soon cried out and flooded John's face with her juices.
"Mmmm," Christine said. "You've got a keeper, there." She grabbed John's hand, and pulled him close to her, and pulled his head down to kiss him. He could taste Rachel on her lips, and he was sure she could taste herself as well. Then, she released his head, and looked at his hard little dick, which was right next to her face. "It looks like someone's feeling a little left out."
With that, she reached out and grabbed a hold of the tiny prick, and began to lick the head. Rachel began kissing John while Christine sucked on his cock. Rachel dropped to her knees, and took the little thing into her own mouth. Christine stood up and kneeled next to her. For the next couple minutes, they took turns licking and sucking on him, occasionally kissing each other. John came while it was Christine's turn, and he pumped a couple of quick blasts into her mouth.
She made a face, and grabbed John's hand, and spat his seed into his palm. "Uggh," she said. "You could have warned me!"
Rachel stood up slapped John on the face, but not too hard. John was surprised. "That was very rude, John. Never assume that anybody wants to swallow for you. Always ask. You're going to be punished later. Now, lick it up."
John, being accustomed to ingesting all sorts of bodily fluid, simply licked his cum out of the palm of his hand and swallowed it. "Good," Rachel said. "Randy's going to be really pissed at you when I tell him about this. Say you're sorry."
"I'm sorry, ma'am. It won't happen again."
"That's all right, sweety. I just hate the taste," Christine replied, reaching for her robe. The three of them got dressed, Rachel paid Christine for the massage, and John followed Rachel to the car, where they got in and headed for home.
That's the end of chapter 5. If you enjoyed it, please email me and let me know.